Toward potential supramolecular tissue engineering scaffolds based on guanosine derivatives

被引：73

作者：

Buerkle, Lauren E. ^{[1
]}

von Recum, Horst A. ^{[1
,2
]}

Rowan, Stuart J. ^{[1
,2
,3
]}

机构：

[1] Case Western Reserve Univ, Dept Macromol Sci & Engn, Cleveland, OH 44106 USA

[2] Case Western Reserve Univ, Dept Biomed Engn, Cleveland, OH 44106 USA

[3] Case Western Reserve Univ, Dept Chem, Cleveland, OH 44106 USA

来源：

CHEMICAL SCIENCE | 2012年 / 3卷 / 02期

基金：

美国国家科学基金会;

关键词：

GEL-PHASE MATERIALS; REGENERATIVE MEDICINE; PROGENITOR CELLS; GELATORS; GELATION; DIFFERENTIATION; NUCLEOSIDES; SOLUBILITY; HYDROGELS; FIBERS;

D O I：

10.1039/c1sc00729g

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

We report the synthesis and study of a new guanosine-based hydrogelator, 8-methoxy-2',3',5'-tri-O-acetylguanosine, that can not only gel aqueous solutions at biologically relevant salt concentrations, but can also gel cell media. Studies suggest that this hydrogelator forms helical assemblies, rather than the macrocyclic quartet assemblies commonly found in guanosine hydrogels, which allow it to form hydrogels at as low as 0.5 wt% in 100mM NaCl. Furthermore, we show that this gelator is non-toxic to cells, injectable and that by simply mixing with 2',3',5'-tri-O-acetylguanosine, we can systematically vary the modulus and shear sensitivity of the gel over orders of magnitude.

引用

页码：564 / 572

页数：9

共 52 条

[1] OXIDATION OF ACETYLATED GUANOSINE BY 3,3-DISUBSTITUTED 1,2-DIOXETANES THROUGH NUCLEOPHILIC-ATTACK ON THE PEROXIDE BOND - MODEL STUDIES ON THE OXIDATIVE DNA-DAMAGE BY REACTIVE PEROXIDES [J].

ADAM, W ;

TREIBER, A .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1995, 117 (10) :2686-2693

[2] In situ forming degradable networks and their application in tissue engineering and drug delivery [J].

Anseth, KS ;

Metters, AT ;

Bryant, SJ ;

Martens, PJ ;

Elisseeff, JH ;

Bowman, CN .

JOURNAL OF CONTROLLED RELEASE, 2002, 78 (1-3) :199-209

[3] Nucleobase-containing gelators [J].

Araki, K ;

Yoshikawa, I .

LOW MOLECULAR MASS GELATORS: DESIGN, SELF-ASSEMBLY, FUNCTION, 2005, 256 :133-165

[4] The influence of hydrogel modulus on the proliferation and differentiation of encapsulated neural stem cells [J].

Banerjee, Akhilesh ;

Arha, Manish ;

Choudhary, Soumitra ;

Ashton, Randolph S. ;

Bhatia, Surita R. ;

Schaffer, David V. ;

Kane, Ravi S. .

BIOMATERIALS, 2009, 30 (27) :4695-4699

[5] Tailoring the Properties of Guanosine-Based Supramolecular Hydrogels [J].

Buerkle, Lauren E. ;

Li, Zheng ;

Jamieson, Alexander M. ;

Rowan, Stuart J. .

LANGMUIR, 2009, 25 (15) :8833-8840

[6] Comparing Molecular Gelators and Nongelators Based on Solubilities and Solid-State Interactions [J].

Chen, Jing ;

Kampf, Jeff W. ;

McNeil, Anne J. .

LANGMUIR, 2010, 26 (16) :13076-13080

[7] Self-Assembly of Peptide Amphiphiles: From Molecules to Nanostructures to Biomaterials [J].

Cui, Honggang ;

Webber, Matthew J. ;

Stupp, Samuel I. .

BIOPOLYMERS, 2010, 94 (01) :1-18

[8] Supramolecular architectures generated by self-assembly of guanosine derivatives [J].

Davis, Jeffery T. ;

Spada, Gian Piero .

CHEMICAL SOCIETY REVIEWS, 2007, 36 (02) :296-313

[9] G-quartets 40 years later:: From 5′-GMP to molecular biology and supramolecular chemistry [J].

Davis, JT .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2004, 43 (06) :668-698

[10] Insight on the NMR study of supramolecular gels and its application to monitor molecular recognition on self-assembled fibers [J].

Escuder, Beatriu ;

LLusar, Mario ;

Miravet, Juan F. .

JOURNAL OF ORGANIC CHEMISTRY, 2006, 71 (20) :7747-7752

← 1 2 3 4 5 6 →